The Traditions of Thanksgivukkah With Moshe Kasher
What's the deal with Thanksgivukkah? How do you celebrate it? Comedian Moshe Kasher examines the once in a lifetime convergence...
Femme on Fire: Molly Tarlov
Molly Tarlov may play mean on screen, but in real life she's a complete sweetheart.
More than 140 characters with Comedian Rob Delaney
We chat with Rob Delaney about his new memoir, Twitter & his love for Margaret Atwood.
Jackass Presents: Bad Grandpa at the Playboy Mansion
Find out what happens when Bad Grandpa Irving Zisman crashes the Playboy Mansion.
Stop Picking On Vegetarians
Real men eat kale. Deal with it.
The Evolution Of Hotness
Women are getting hotter, and guys have always been left in the dust. Find out what methods we've used to keep our cool in the...
Quit While You’re Ahead
Think quitters never win? There's an art to giving up the right way.
The Case of the Missing Shirt
When did men start forgetting to dress from head to toe?
#AskPlayboy: Jenny Mollen on Oral Sex
Does your girlfriend giggle when you preform oral sex? Jenny tells you why.
This Week in Sex: BDSM, Google Glass & Porn Stars
Healthy BDSM, Google Glass, porn star memoirs and more in this week in sex!
First Impressions Playbook with The Internship's Josh Gad
Cybergirl Dani Mathers goes on the scene for Josh Gad's Axe Hair makeover.
Up in Smoke: 15 Strange Sex Facts
Don't be embarassed, everyone loves a few strange sex facts!
Strippers Versus Porn Stars
The great male debate. Our writer has his reference...and it doesn't involve glitter.
#AskPlayboy: Jenny Mollen on Facebook Snooping
Jenny Mollen weighs in on girlfriends who snoop their boyfriend's Facebook accounts.
Unlock Exclusive THIS IS THE END Footage
Check out hilarious videos from the cast of This Is The End!
Joel Stein gives up in the war with his hairline.
#AskPlayboy: Jenny Mollen on Bad Lingerie
How do you break it to your girlfriend that her lingerie sucks? Jenny Mollen answers.
Hot Girls Get Away with Shit: 3 Prank Dates With A Playmate Feat. Jaclyn Swedberg
Think winning a date with Playmate of the Year Jaclyn Swedberg would be the best date ever?